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Apartment vacation rentals in Hillsborough

Find and book unique apartments on Airbnb

Quick stats about apartment rentals in Hillsborough

  • Total vacation rentals

    Explore 50 vacation rentals in Hillsborough

  • Nightly prices starting at

    Hillsborough vacation rentals start at G$12,552 GYD per night before taxes and fees

  • Verified guest reviews

    Over 980 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Hillsborough vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Hillsborough rentals

  • 4.7 Average rating

    Hillsborough stays receive an average rating of 4.7 out of 5 from guests

Top-rated apartment rentals in Hillsborough

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Guest favorite
A fully equipped kitchenette features a blue retro-style refrigerator and a stainless-steel sink with a modern faucet. Natural light enters through two windows overlooking a shared garden, while a door provides direct access outside, enhancing the airy atmosphere of the space.
Apartment in San Francisco

Garden studio oasis w/ kitchenette & private entry

Cosy, comfortable, and quiet unit with direct access to a lovely garden. 10 min. from the airport, 30 min. from downtown via bus. Well-connected, sunny neighborhood. Free street parking. Views of the bay, mature redwood trees, easy to get to attractions. Walking distance to bustling food corridor, with restaurants, cafes, grocery stores, ATMs, pharmacy, nail salons, library, etc. Blocks from very large park with sweeping views, historic greenhouses, and unique community greenway. Host upstairs.

4.91 out of 5 average rating, 302 reviews
Guest favorite
A modern floating condo is showcased at sunset, highlighting its wooden exterior and spacious deck. A ramp leads to the entrance, with large windows allowing ample natural light. The serene water reflects the warm colors of the sky, enhancing the tranquil atmosphere.
Apartment in Marin City

Floating condo 'C' on Sausalito's Richardson Bay

Romantic floating condo with breathtaking water views. Relax & enjoy a tranquil escape in style and comfort. Catch the sunrise from your super comfie KING bed or lounge on the deck with occasional pelicans (or even a seaplane) coming and going. Unique and perfect for a getaway, workacation, or retreat. Golden Gate Bridge is 6 min away. Airport bus stops a block away. Walk/bike path to Sausalito & Mill Valley. Ferry/bus to SF. Free parking Read reviews of this or our 3 other floating condos!

4.94 out of 5 average rating, 306 reviews
Guest favorite
A sweeping view of the coastline reveals a sandy beach bordered by gentle waves. The scene includes a street lined with buildings and parked vehicles, while a fishing pier extends into the ocean. Mountains frame the background, completing the landscape.
Apartment in Pacifica

Beachfront Ocean Views near SF! (Neptune 2)

Wake each morning and end each day with incredible panoramic Ocean Views from this beach-front Pacifica apartment! The views are always clear and unobstructed as this is literally ocean front on the 2nd story and of course you have your own private balcony. This 1bed / 1bath flat sleeps up to 2 people on a queen bed. Equipped with a full kitchen with stove and oven and a dining nook (again with ocean views!). Also features a desk and wood burning fireplace to make your stay cozy and warm!

4.85 out of 5 average rating, 231 reviews
Top guest favorite
A spacious living area is shown, featuring a modern desk and a unique chair. Natural light fills the room through large windows, which are complemented by dark curtains. Decorative elements include a wall clock and a circular mirror, enhancing the overall inviting feel.
Apartment in Half Moon Bay

Modern Oceanview 2-Bed Apartment Home

Located in just 5mins walk from the beach, this freshly renovated apartment home has a style of its own. Yet, it is the Pacific Ocean views and all of its marine life, that captures your attention from the moment you open the front door. Beautiful, fully equipped modern kitchen, with large aisle, from where you could enjoy a cup of morning coffee while gazing at the ocean waves. Spend your evenings on the large outdoor patio with electric BBQ grill while enjoying timeless Pacific sunsets.

4.99 out of 5 average rating, 200 reviews
Superhost
A cozy living area features a chaise lounge and a comfortable armchair, positioned near a vintage-style fireplace. A small desk is set against the wall, illuminated by a nearby lamp. Natural light brightens the space, highlighting the soft area rug and the neutral color palette.
Apartment in San Mateo

Graceful Flat in Downtown San Mateo

Don't miss your chance to stay in this historic mansion in downtown San Mateo- with new elegant touches placed throughout the flat, you can enjoy the old with the new. 3 blocks from San Mateo Caltrain, Philz coffee and all that lovely downtown San Mateo has to offer. Includes free parking & shared on site coin-operated laundry facilities. If you're modern urban people who accept noise from the train/other tenants & love the vibrant downtown diversity, this is the perfect place for you.

4.7 out of 5 average rating, 145 reviews
Guest favorite
Apartment in Moss Beach

Secluded Ocean View Apartment / Hot Tub

Whale migrations have begun! Perfect for a romantic/meditative retreat or business travelers seeking a sense of home. Enjoy the views and sounds of the Pacific. Watch sunset from the Hot Tub / patio / home. BBQ a local catch on the gas grill. Short WALK to Point Montara Lighthouse & beach, golden Montara Beach, Fitzgerald Marine Reserve tide pools, local wine room. Just off picturesque HWY 1 we are just N of Half Moon Bay, 30 Minutes S of San Francisco, 1hr N of Santa Cruz.

4.9 out of 5 average rating, 433 reviews
Guest favorite
A scenic aerial view captures the coastline, revealing sandy shores and the vibrant blue ocean meeting the horizon. Nearby, scattered homes and fields are visible, framed by greenery and gentle hills in the distance, showcasing the natural beauty of the area.
Apartment in Half Moon Bay

Steps to Beach Ocean Retreat / Private Entrance 4

You'll be just steps from Francis State Beach and the Coastal Trail and blocks from downtown Half Moon Bay. Park your car for a few days and relax in a quiet setting with views of the ocean and the sounds of the waves. The ground floor of the house will be yours with its large private bedroom suite, second bedroom, living room/bar and outdoor patio. (Please note that there is no kitchen.) We have implemented enhanced cleaning procedures. Feel free to ask for details!

4.96 out of 5 average rating, 232 reviews
Top guest favorite
A welcoming living area features a red sofa adorned with patterned pillows, accompanied by a brown armchair. A dark coffee table sits in front of the seating, while a small desk is positioned nearby. Light fills the space through large windows covered with white blinds.
Apartment in San Carlos

Beauty in San Carlos! 1 large bedroom apartment

Newly beautifully remodeled large corner unit with quaint views, this one bedroom apartment is in an Excellent location, walking distance to downtown San Carlos, to fine restaurants, parks, library, coffee, shopping, 30 minutes from San Francisco and San Jose and just minutes from Palo Alto Stanford and Menlo Park, Redwood City and San Mateo Assigned gated parking space, laundry room in the building: http://www.tourfactory.com/idxr1906024

4.98 out of 5 average rating, 146 reviews
Superhost
Apartment in Burlingame

LuxoStays l! ! Lovely 2BR #SFO #Train #Laundry

*Entire Home-No sharing* Conveniently located! This spacious apartment is only 5min to SFO, 1-2 blocks from Starbucks, Walgreens, and other stores that you'll need! Many restaurants are right around the corner to eat at. Free Shuttles, Caltrain, Samtrans, and freeways are just blocks away. Longer inquiries are very welcome. Inquire even if the calendar is blocked off Send us a message now to secure your booking!

4.78 out of 5 average rating, 229 reviews
Guest favorite
A private deck offers views of the ocean and surrounding greenery. The clear blue water is visible against the horizon, framed by tall trees and shrubs. Bright yellow outdoor furniture adds a pop of color to the serene setting.
Apartment in Montara

Montara Ocean View Suite

This lovely and comfortable 700 sq. ft. suite adorned in modern art offers stunning views of wild open spaces and the ocean. Just a 3 minute walk to the Montara Light House, beaches and tide pools. If you love the great outdoors this is the perfect retreat to for you to discover the beauty of the California coast. Great local dining and just 30 minutes to San Francisco. Perfect for romantic couples and friends.

4.95 out of 5 average rating, 261 reviews
Top guest favorite
A private deck area is surrounded by lush greenery and colorful shrubs. A large umbrella provides shade over the wooden table and chairs, inviting relaxation outdoors. The deck is accessible from the yard, enhancing the tranquil outdoor experience.
Apartment in Burlingame

Home away from home in beautiful Burlingame!

It's my honor to be your host and I will try to make your stay really great. Please let me know if you have any questions ahead of time as I want to make sure you have the best visit. Our city requires their hosts obtain a 12% transient occupancy tax, therefore the price reflects that tax. *** Please see House Rules and the complete description of the property to ensure our apartment will work for you.

4.97 out of 5 average rating, 472 reviews
Superhost
Apartment in Daly City

Spacious Getaway With Parking, Near BART Station

Have fun staying in a stylish modern space with everything you need for a pleasant stay. Great for both personal and business trips. Private entrance. Comfortable living space. The space is close to freeways and Daly City BART Station. Conveniently located for your ease of travel. Maximum guests allowed: 6 Please review ENTIRE LISTING prior to booking, including amenity list, house rules and photos.

4.86 out of 5 average rating, 321 reviews

Popular amenities for Hillsborough apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Superhost
A spacious outdoor deck features modern seating arrangements, including a turquoise sectional sofa and a glass-topped table. Surrounding greenery adds a touch of nature, while wooden fencing provides privacy. The deck offers an inviting space for relaxation in a serene environment.
Apartment in Half Moon Bay

Apt w/ hot tub 7 minutes from beach (2 guests)

4.81 out of 5 average rating, 148 reviews
Guest favorite
A bright living area features a large window allowing natural light to fill the space. Stylish furniture includes a light grey sofa, wooden coffee table, and matching armchairs. A decorative rug anchors the seating arrangement, while minimalistic decor enhances the welcoming atmosphere.
Apartment in San Francisco

Parkside Chic: Urban Comfort

4.98 out of 5 average rating, 140 reviews
Superhost
An aerial view showcases a resort-style pool surrounded by lounge chairs and shaded cabanas, set within lush landscaping. Nearby, a patio area with seating is visible, while the modern apartment buildings create a backdrop for this inviting outdoor space.
Apartment in Menlo Park

Luxury 2BR Apt near Tech Companies and Stanford

4.86 out of 5 average rating, 121 reviews
Top guest favorite
A spacious private living room is furnished with a sleek black sofa bed and a round coffee table. A Smart TV is positioned against a white media console. Light-colored walls are adorned with framed artwork, and abundant natural light filters through large windows.
Apartment in Daly City

Admire Commanding City Views from an Airy Abode with Parking

4.91 out of 5 average rating, 474 reviews
Top guest favorite
A bright and modern kitchen area features dark cabinetry and a coffee station, accompanied by a patterned rug on the floor. A breakfast bar with two stools is visible, and the open layout connects to a cozy living space that showcases colorful furnishings and artwork.
Apartment in Oakland

The Cozy Casita 2

5.0 out of 5 average rating, 210 reviews
Top guest favorite
Apartment in Pacifica

Newly Updated Guest Suite w/ Sweeping Ocean Views

4.98 out of 5 average rating, 215 reviews
Guest favorite
A spacious studio features a king bed with a rich orange throw and decorative pillows. Natural light fills the room through large windows framed by blinds. A relaxed seating area includes a soft, plush sofa, and a stylish shelf showcases decorative items, adding character to the space.
Apartment in Lower Haight

King Bed Studio w/ Full Kitchen in Lower Haight

4.89 out of 5 average rating, 218 reviews
Top guest favorite
A framed view from the unit showcases a scenic landscape of greenery and distant urban areas. The balcony railing provides an open perspective of the surrounding trees and hills, with a glimpse of the sky dotted with soft clouds.
Apartment in Oakland

Modern retreat in the tree tops

4.99 out of 5 average rating, 319 reviews

Private apartment rentals

Top guest favorite
The living area features a comfortable full-size couch and a white accent chair. Large windows offer natural light and views of the surrounding landscape. A television is positioned on a low black console, while a dining area with bar stools complements the open layout.
Apartment in Muir Beach

Muir Beach - Pacific Retreat

4.97 out of 5 average rating, 138 reviews
Top guest favorite
A cozy living space is featured, showcasing a round dining table with a decorative bowl at its center. A comfortable chair is positioned nearby, and a TV is mounted above a wooden dresser. An archway leads to a separate area, enhancing the open feel.
Apartment in San Francisco

Mediterranean style private studio

4.92 out of 5 average rating, 564 reviews
Top guest favorite
The Yellow Ferry is presented in a serene waterscape, showcasing its vibrant yellow exterior and distinctive architecture. Reflections of the houseboat on the still water create a captivating symmetry, while surrounding masts and docks hint at its idyllic marina setting.
Apartment in Sausalito

Historic Ferryboat In Sausalito

4.94 out of 5 average rating, 298 reviews
Top guest favorite
A modern living area features a curved sectional sofa adorned with soft cushions and a round coffee table. Large windows allow natural light to fill the space, highlighting light wood flooring and a minimalist art piece on the wall. A decorative plant adds a touch of greenery.
Apartment in East Palo Alto

Dazzling Modern Home Near DT Palo Alto & Stanford

4.96 out of 5 average rating, 105 reviews
Top guest favorite
The living room features hardwood flooring and warm yellow walls. A large flat-screen TV is mounted above a decorative fireplace. Comfortable seating is arranged around a wooden coffee table, with bright natural light filtering through windows dressed with sheer curtains.
Apartment in Outer Richmond

Luxurious Tranquil Retreat near Golden Gate Park

4.96 out of 5 average rating, 204 reviews
Top guest favorite
A charming blue Victorian duplex is displayed from the front, showcasing a welcoming yellow door. Stairs lead to a covered porch flanked by plants and trees, while bright green landscaping complements the exterior. The second floor offers a balcony view of the lower entrance.
Apartment in Alameda

Ground Floor Upgraded Victorian in Alameda 2BR/1BA

4.94 out of 5 average rating, 561 reviews
Top guest favorite
A modern living and dining area features an open layout with large windows allowing natural light. A spacious dining table is set for several guests, complemented by a stylish couch and vibrant artwork on the wall. A well-equipped kitchen is visible, maintaining accessibility and functionality.
Apartment in San Francisco

Entire one-bedroom apartment in the Cow House

4.99 out of 5 average rating, 130 reviews
Top guest favorite
The exterior of a charming two-story residence is showcased, featuring a staircase leading to the front entrance. A well-manicured lawn is complemented by flowering shrubs. Nearby structures enhance the quaint neighborhood feel, while the bright blue sky provides a clear backdrop.
Apartment in Alameda

Charming two bedroom apartment

4.96 out of 5 average rating, 296 reviews

Apartment rentals with a hot tub

Top guest favorite
A cozy living room features a light-colored sectional sofa and a glass coffee table atop a textured area rug. A large flat-screen TV is mounted on the wall, while tall windows allow natural light and showcase greenery from the outdoor space.
Apartment in Castro

Beautiful Cottage, hot tub, in great neighborhood

4.95 out of 5 average rating, 301 reviews
Guest favorite
A stylish living area is highlighted by a gray sofa adorned with golden cushions. A textured white rug covers the floor, complemented by a marble coffee table. Soft lighting from a standing lamp enhances the tranquil setting, with a glimpse of the kitchen area visible in the background.
Apartment in Oakland

Cozy Luxe N Oakland Garden Hideaway with Hot Tub

4.85 out of 5 average rating, 355 reviews
Top guest favorite
A hot tub is situated on a private deck, surrounded by a scenic view of the landscape and distant bay. A shaded umbrella provides comfort, while lounge chairs are positioned nearby for relaxation. The setting invites tranquil moments in the fresh air.
Apartment in Berkeley Hills

SF & Bay views, deck w/hot tub, luxurious studio

4.97 out of 5 average rating, 294 reviews
Guest favorite
The open-concept living space features a stylish sofa in a warm tone, paired with a unique brass coffee table. A large mirror reflects the light, while a decorative plant adds a touch of greenery. A smart television is positioned near the cozy seating area.
Apartment in Oakland

Lake Merritt Oasis

4.82 out of 5 average rating, 165 reviews
Superhost
The entertainment game room features an 85" TV mounted on the wall, a pool table, and a shuffleboard table. A couch sits on a patterned rug, while arcade machines are visible in the background. A vintage motorcycle adds a unique touch to the space.
Apartment in Daly City

SF Coastal Escape • Hot Tub • Game Room • Hiking

4.89 out of 5 average rating, 64 reviews
Top guest favorite
A spacious living area features two distinct seating arrangements, including a gray sofa and a woven chair, arranged around a low coffee table. A large television is mounted on the wall, and sliding glass doors open to a balcony. Natural light fills the room, highlighting the wood floors.
Apartment in San Francisco

Big, quiet, top flr apt, hot tub, views, king beds

4.97 out of 5 average rating, 64 reviews
Top guest favorite
A cozy studio space is highlighted by a spacious bed with patterned bedding. A yellow daybed with a dark throw adds seating. A circular mirror reflects natural light, while a decorative rug brings warmth to the wooden floor. A small nightstand is positioned beside the bed.
Apartment in Kensington

Pet Friendly Garden Oasis

4.96 out of 5 average rating, 25 reviews
Guest favorite
A well-lit bedroom features a spacious bed dressed in white linens, flanked by two bedside tables with lamps. Arched windows frame views of greenery outside, and a stylish light fixture hangs from the ceiling, adding a modern touch to the tranquil space.
Apartment in Berkeley

Claremont View

4.88 out of 5 average rating, 86 reviews

When is the best time to visit Hillsborough?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$43,932 GYDG$44,769 GYDG$37,865 GYDG$37,656 GYDG$36,610 GYDG$38,493 GYDG$36,191 GYDG$37,656 GYDG$37,447 GYDG$37,447 GYDG$39,748 GYDG$41,421 GYD
Avg. temp11°C12°C13°C14°C16°C17°C18°C18°C19°C17°C14°C11°C

Destinations to explore